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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 14996Erstellt: 24. Oktober 2026

Sodium Hydroxide → 2-(5,5-Dioxo-5,10-dihydrophenothiazin-2-yl)-3-(tetrahydropyran-4-yl)propionic acid

https://huagongshe.com/de/reaction/14996

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukttert-butyl 2-[1-ethoxycarbonyl-2-(tetrahydropyran-4-yl)ethyl]-5,5-dioxo-5H-phenothiazine-10-carboxylateHCID 58024239—
LösungsmittelMethanolHCID 887—
Produkt2-(5,5-Dioxo-5,10-dihydrophenothiazin-2-yl)-3-(tetrahydropyran-4-yl)propionic acidHCID 58024229—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

700 mg of tert-butyl 2-[1-ethoxycarbonyl-2-(tetrahydropyran-4-yl)ethyl]-5,5-dioxo-5H-phenothiazine-10-carboxylate are suspended in 50 ml of methanol, and 10 ml of 2 M NaOH solution are added. The reaction mixture is stirred at 60° C. for one hour. The methanol is removed under reduced pressure and the reaction mixture is adjusted to pH 4 by addition of concentrated hydrochloric acid. The mixture is extracted three times with in each case 100 ml of ethyl acetate. The combined organic phases are dried over MgSO4 and then concentrated under reduced pressure. This gives 600 mg of 2-(5,5-dioxo-5,10-dihydrophenothiazin-2-yl)-3-(tetrahydropyran-4-yl)propionic acid. C20H21NO5S (387.46), LCMS (ESI): 388.1 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732440B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-6181f8ec7ed14919a6aa6148667d3628
Quellennotizuspto-grants-2010_06